Glycoglycoyl-Lys-Octreotide couples a glycoacylated lysine to the octreotide scaffold, introducing additional polarity and hydrogen-bonding capacity. The modification can influence receptor recognition and matrix interactions. Researchers examine its conformational preferences and solubility profiles. Applications include glyco-peptide conjugate studies, peptide-material interfaces, and structure-activity exploration.
CAT No: Z10-101-212
Synonyms/Alias:D-Phenylalanyl - L-hemicystyl - L-phenylalanyl - D-tryptophyl - (N-Glycoglycoyl) - L-lysyl -L-threonyl - L-hemicystyl - L-Threoninol cyclic (2-7) - disulfide; 2-((4-((4R,7S,10S,13R,16S,19R)-13-((1H-indol-3-yl)methyl)-19-((R)-2-amino-3-phenylpropanamido)-16-benzyl-4-(((2R,3R)-1,3-dihydroxybutan-2-yl)carbamoyl)-7-((R)-1-hydroxyethyl)-6,9,12,15,18-pentaoxo-1,2-dithia-5,8,11,14,17-pentaazacycloicosan-10-yl)butyl)amino)-2-oxoethyl 2-hydroxyacetate
Glycoglycoyl-Lys-Octreotide is a synthetic carbohydrate-peptide conjugate that integrates the properties of a glycosylated moiety with the well-established somatostatin analog, octreotide. This innovative compound features a unique structure that allows for enhanced stability and modifiable physicochemical characteristics, making it an attractive candidate for a broad spectrum of scientific investigations. The presence of the lysine linker and the glycoglycoyl group not only improves its solubility and bioavailability but also facilitates targeted interactions with specific biomolecules. Researchers value Glycoglycoyl-Lys-Octreotide for its capacity to bridge the gap between carbohydrate chemistry and peptide-based research, enabling the exploration of novel mechanisms in both fundamental and applied biosciences.
Receptor Binding Studies: Glycoglycoyl-Lys-Octreotide is widely utilized in receptor binding assays to probe the interaction between somatostatin receptors and glycosylated ligands. The conjugation of a carbohydrate group to octreotide allows scientists to investigate how glycosylation influences receptor affinity, selectivity, and downstream signaling pathways. By employing radiolabeled or fluorescently tagged analogs of this compound, researchers can map receptor subtypes, analyze binding kinetics, and elucidate the structural requirements for optimal receptor-ligand engagement, thereby advancing the understanding of G-protein-coupled receptor modulation.
Glycopeptide Synthesis Research: The unique structure of this conjugate makes it an exemplary model for studying glycopeptide synthesis and conjugation strategies. Synthetic chemists leverage Glycoglycoyl-Lys-Octreotide to optimize glycosylation protocols, evaluate orthogonal protection schemes, and assess the impact of carbohydrate attachment on peptide folding and stability. Its modular design provides a versatile scaffold for the development of new glycopeptide analogs, facilitating structure-activity relationship studies and expanding the toolkit for creating multifunctional biomolecules.
Drug Delivery System Design: The amphiphilic nature of Glycoglycoyl-Lys-Octreotide renders it valuable in the development of advanced drug delivery systems. Researchers exploit its ability to self-assemble into nanostructures or to be incorporated into liposomal and polymeric carriers. The glycosylated domain can enhance cellular uptake via lectin-mediated endocytosis, while the peptide region ensures selective targeting to somatostatin receptor-expressing cells. This dual functionality supports the design of delivery vehicles that achieve improved tissue penetration, controlled release, and reduced off-target effects, thus driving innovation in targeted therapeutic strategies.
Biomarker Discovery and Diagnostic Tool Development: The distinctive features of this carbohydrate-peptide conjugate make it a promising probe in biomarker discovery and diagnostic assay development. Scientists employ Glycoglycoyl-Lys-Octreotide in affinity chromatography, biosensor platforms, and immunoassays to detect and quantify somatostatin receptors or related glycan-binding proteins. Its enhanced binding specificity and resistance to enzymatic degradation contribute to higher signal-to-noise ratios and improved assay reproducibility, supporting the identification of disease-associated targets and the validation of diagnostic biomarkers.
Cell Signaling Pathway Elucidation: In cellular and molecular biology research, Glycoglycoyl-Lys-Octreotide serves as a powerful tool for dissecting cell signaling networks regulated by somatostatin analogs. By utilizing this compound in cell-based assays, scientists can monitor alterations in intracellular signaling cascades, gene expression profiles, and metabolic responses following receptor engagement. Its glycosylated structure permits the investigation of how post-translational modifications impact ligand-receptor interactions and downstream biological effects, thereby contributing to a more nuanced understanding of cellular communication and regulatory mechanisms. With its multifaceted applications spanning receptor biology, synthetic chemistry, drug delivery, diagnostics, and cell signaling, Glycoglycoyl-Lys-Octreotide continues to play a pivotal role in advancing carbohydrate-peptide research and fostering innovation across diverse scientific disciplines.
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